Before
installing winamp 5.5 - 5.56 you can try a 'sh winetricks comctl32 wininet ie6
allfonts divx' in the terminal for a better winamp experience in WINE

(see below for instructions)

Comctl32,
ie6 & wininet for the media library to show up and for the 'send to menu' to work, allfonts for a good display of the bento skin and divx to watch online shoutcast movie stations and local movies.

There
are some annoying window issues with the modern and bento skin. Like
submenus disappearing behind the main window, or even a disappearing
window with a repositioning.

To
prevent this you can enable the virtual desktop in winecfg (you can set
“1280x945” for a full-screen experience on a 17inch monitor) otherwise
use “pkill winamp*” to get out of trouble.

If
you use the modern skin you might need to enlarge the main window for
the media library to show up, if you want to use the Bento skin, make sure you only enable it 'after' you filled the library in classic or modern skin style

If
your new to WINE this might sound a bit daunting, but really an installation is mostly a matter of copy/paste in the terminal, so go ahead.